Iodine-catalyzed intermolecular 1,2-thio (seleno)amination of alkenes with 1,2,3-triazoles and disulfides (diselenides) in air

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(11), P. 3066 - 3071

Published: Jan. 1, 2024

Iodine-catalyzed 1,2-thio (seleno)amination of alkenes via direct N- and C-centered radical cross-coupling was established to elicit highly regioselective β-triazolized thioalkyl compounds.

Language: Английский

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A one-pot photocatalytic triazole-based linkerology for PROTACs

Cell Reports Physical Science, Journal Year: 2024, Volume and Issue: 5(8), P. 102139 - 102139

Published: Aug. 1, 2024

Highlights•A light-induced one-pot coupling of PROTAC-like molecules•Cyclic ethers used as linker precursors without any pre-assembly procedure•Reactions complete within 4 h up to 95% yield with a high regioselectivity•A wide substrate scope gave triazole-based linkers structural diversitySummaryProteolysis-targeting chimeras (PROTACs) are powerful approach for targeted protein degradation. One the current bottlenecks developing PROTACs is lack an operationally simple linkerology rapidly construct various linkers. The classic convergent synthesis strategy by pre-assembled two ligands stepwise commonly needs at least four steps give final target PROTACs, which results in low total yields long reaction times (several days) and tedious operations. Here, we develop efficient photocatalytic rapid analogs containing linker-pre-assembled procedure. was completed room temperature. Easily accessible cyclic directly furnish fashion, including alkenyl, polyethylene glycol (PEG), ketone, cyclohexane chains. study provides highly efficient, step-economic, simple, environmentally friendly PROTAC drug discovery.Graphical abstract

Language: Английский

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Discovery of potent thiazolidin-4-one sulfone derivatives for inhibition of proliferation of osteosarcoma in vitro and in vivo

European Journal of Medicinal Chemistry, Journal Year: 2024, Volume and Issue: 266, P. 116082 - 116082

Published: Jan. 3, 2024

Language: Английский

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One-Pot Domino Catalysis to Construct Alkyl/Aryl Pyrroles Initiated by Pd-TMM Annulation of Unactivated Imines

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 9, 2025

Herein, a one-pot domino catalyzed three-component process is described, which initiated by palladium/zinc cooperatively cycloaddition between trimethylenemethane (TMM) and unactivated alkyl/aryl imines, followed isomerization Zn(OTf)2-catalyzed DDQ oxidation, furnishing valuable substituted pyrroles. We disclose that the cooperative catalysis affords dual-Zn(OTf)2-stabilized azapalladacycle, wherein Pd–N bond polarized Zn(OTf)2, facilitating unique outer-sphere allylic amination. Moreover, subsequent dehydrogenation can be feasibly promoted zinc catalysis.

Language: Английский

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Photoinduced Diazo Carbene-Promoted C(sp³)–H Oxidative Cross-Coupling Reaction for α-Triazolation of Isochromans

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 17, 2025

A photocatalytic diazo triplet carbene-promoted C(sp3)–H oxidative coupling of isochromans and triazoles was developed in up to 83% yield at room temperature air. The radical-like carbenes were used as efficient HAT acceptors, the possible synergistic enabled unprecedented process with a high regioselectivity.

Language: Английский

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Axis-to-Center Chirality Transfer Reactions of Phosphates with a Binaphthyl Group and Their Congeners: New Synthetic Routes to P-Chirogenic Organophosphorus Compounds

Chemistry Letters, Journal Year: 2023, Volume and Issue: 52(9), P. 703 - 714

Published: July 31, 2023

Abstract Novel synthetic methods for P-chirogenic four-coordinate pentadentate organophosphorus compounds are described. The pathways commenced with the use of phosphates bearing a binaphthyl group and their congeners. These underwent reactions fluoride ion, metal hydroxides, alkoxides, Grignard reagents, resulting in transfer axial chirality from to central phosphorus atom. As result, products incorporating were obtained. substitution these newly formed alkoxides reagents led formation phosphates, phosphonates, phosphinates, some sulfur isologues.

Language: Английский

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Efficient synthesis of bioactive isoindolinone derivatives containing continuous quaternary carbons by intermolecular OH transfer

New Journal of Chemistry, Journal Year: 2024, Volume and Issue: 48(17), P. 7754 - 7760

Published: Jan. 1, 2024

A rhodium( ii )-catalyzed reaction of 3-hydroxyisoindolinones and diazos via an intermolecular OH transfer to deliver isoindolinone derivatives containing continuous quaternary carbons as products is developed in high yields up 89%.

Language: Английский

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Novel Alkynylamide-Based Nonpeptidic Allosteric Inhibitors for SARS-CoV-2 3-Chymotrypsin-like Protease

ACS Pharmacology & Translational Science, Journal Year: 2024, Volume and Issue: 7(10), P. 3170 - 3191

Published: Oct. 2, 2024

Although the coronavirus disease 2019 (COVID-19) crisis has passed, there remains a necessity for continuous efforts toward developing more targeted drugs and preparing potential future virus attacks. Currently, most of received authorization treatment COVID-19 have exhibited several limitations, such as poor metabolic stability, formidable preparation, uncertain effectiveness. It is still significant to develop novel, structurally diverse small-molecule antiviral targeting SARS-CoV-2 3-chymotrypsin-like protease (3CL

Language: Английский

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Iodide Ion-Promoted Highly Regioselective Triazolization of Aldehydes via Desulfonation-Associated Direct Radical Coupling

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 11, 2024

A highly efficient iodide ion (I

Language: Английский

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